Holiday Homes in Southeast Wisconsin

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Southeast Wisconsin and around

Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

2.0 star property
9.2 out of 10, Wonderful, (10)
"Such a charming property in a great town. Close to so many things. Comfy, well appointed."
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Does your dog need a vacation? We are people and pet friendly!
Fridge, microwave, oven, stovetop

Does your dog need a vacation? We are people and pet friendly!

10.0 out of 10, Exceptional, (157)
"Had a great time. Location is perfect, grandaughter loved the play set. We had wonderful family time."
Does your dog need a vacation? We are people and pet friendly!
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Beach nearby

Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay, beautiful home in a gorgeous neighborhood. A perfect home base to see the sites in Milwaukee."
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Green bean casserole
Private kitchen

Green bean casserole

Green bean casserole
Large Lakefront Home on Lake Como - Private Pier!
Fridge, microwave, oven, stovetop

Large Lakefront Home on Lake Como - Private Pier!

9.8 out of 10, Exceptional, (19)
"Will come back again for sure Dan is excellent host we loved the place"
Large Lakefront Home on Lake Como - Private Pier!
Beautiful and Cozy Lake Geneva Home for Rent
Dining

Beautiful and Cozy Lake Geneva Home for Rent

9.8 out of 10, Exceptional, (61)
"Great golf trip"
Beautiful and Cozy Lake Geneva Home for Rent
Luxury Property-Walk to lake and downtown Lake Geneva. Pet Friendly, Sleeps 8
Marina

Luxury Property-Walk to lake and downtown Lake Geneva. Pet Friendly, Sleeps 8

10.0 out of 10, Exceptional, (8)
"After a little delay checking in we had a great time. "
The price is €839
includes taxes & fees
21 Aug - 22 Aug
Luxury Property-Walk to lake and downtown Lake Geneva. Pet Friendly, Sleeps 8
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Property grounds

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is €351
includes taxes & fees
13 Aug - 14 Aug
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Fully renovated lake front home on Delavan’s North Shore
Games room

Fully renovated lake front home on Delavan’s North Shore

8.8 out of 10, Excellent, (3)
"Great place to stay. Super clean, owner was great with communication. Very nice place to stay. Only small issue was the water in the shower was hot and cold. Then you are really close with the house behind you. Owner was awesome. "
Fully renovated lake front home on Delavan’s North Shore
Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady
Fridge, microwave, oven, stovetop

Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady

Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Fridge, microwave, oven, stovetop

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

10.0 out of 10, Exceptional, (101)
"Great property for a big group and a terrific location!!"
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is €464
includes taxes & fees
10 Aug - 11 Aug
Stunning Upscale Retreat - Steps From Everything
Forest Harmony House |Less than a Mile to Geneva Lake |Rec Room |Wet Bar | Quiet Street |Easy Access
Dining

Forest Harmony House |Less than a Mile to Geneva Lake |Rec Room |Wet Bar | Quiet Street |Easy Access

10.0 out of 10, Exceptional, (11)
"We had a great stay Host was so helpful "
Forest Harmony House |Less than a Mile to Geneva Lake |Rec Room |Wet Bar | Quiet Street |Easy Access
Unwind at the Novel Nest in Abbey Springs
Fridge, microwave, oven, stovetop

Unwind at the Novel Nest in Abbey Springs

10.0 out of 10, Exceptional, (1)
"Wonderful stay! absolutely LOVED the location and the area property amenities. It is located within Abbey Springs that has everything. Our VRBO came with cards to allow full access to the their full services. Pool, sauna, gym and food. So pleased with this. Also the walking in the area is stunning. Old tree growth and beautiful homes and such kinds neighbors. Checkin was super easy, lots of driveway parking. Easy for many cars within our group to park and get parking permits and cards for the...
Unwind at the Novel Nest in Abbey Springs
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table
Terrace/patio

Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

10.0 out of 10, Exceptional, (3)
"very roomy nice deck good outside for grilling"
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (69)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is €206
includes taxes & fees
11 Aug - 12 Aug
Three bedrooms upstairs
1/2 Mi to Lake Geneva: Home w/ Game Room
TV

1/2 Mi to Lake Geneva: Home w/ Game Room

9.8 out of 10, Exceptional, (6)
"I did had a very good time with my family "
1/2 Mi to Lake Geneva: Home w/ Game Room
Oak Park Bliss: 3BR, 2BA Gem
Private kitchen

Oak Park Bliss: 3BR, 2BA Gem

10.0 out of 10, Exceptional, (15)
"Had a great stay!! Property was awesome!! Nayeli was a fantastic host! 10/10"
Oak Park Bliss: 3BR, 2BA Gem
Vida del Lago | 3 Bedroom | Near Geneva National
Terrace/patio

Vida del Lago | 3 Bedroom | Near Geneva National

10.0 out of 10, Exceptional, (6)
"The home is so cute! It has everything we needed and the space is just perfect!"
Vida del Lago | 3 Bedroom | Near Geneva National
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Interior

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southeast Wisconsin Hotel Reviews

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

10/10 Excellent
"Great service, everyone was very helpful and nice. They truly have great staff. "
Clementine 2-night trip
Posted 17 hours ago
Timber Ridge Lodge and Waterpark